Acetyl chloride → [5-(Acetyl-benzyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

HRID 15578

Reaktionsgleichung

Reaktionsgleichung von HRID 15578
[C:1](Cl)(=[O:3])[CH3:2].[C:5]([O:9][C:10](=[O:32])[CH2:11][N:12]1[C:16]2[CH:17]=[CH:18][C:19]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:20][C:15]=2[N:14]=[C:13]1[CH2:29][CH2:30][CH3:31])([CH3:8])([CH3:7])[CH3:6].CCN(C(C)C)C(C)C>CN(C1C=CN=CC=1)C.C(Cl)Cl.Cl>[C:5]([O:9][C:10](=[O:32])[CH2:11][N:12]1[C:16]2[CH:17]=[CH:18][C:19]([N:21]([C:1](=[O:3])[CH3:2])[CH2:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)=[CH:20][C:15]=2[N:14]=[C:13]1[CH2:29][CH2:30][CH3:31])([CH3:8])([CH3:7])[CH3:6]

Komponenten

7

Versuchsvorschrift

Acetyl chloride (25 μL, 0.36 mmol) was added to a solution of (5-benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl ester (45 mg, 0.12 mmol), DIEA (41 μL, 0.24 mmol) and DMAP (15 mg, 0.12 mmol) in CH2Cl2 (1 mL), and stirred overnight at room temperature. The reaction solution was diluted with aqueous HCl (1.0 M) and filtered through an Extrelut column. The Extrelut column was washed with CH2Cl2, and the filtrate was concentrated to afford the subtitle compound that was used without further purification. MS calculated for C25H31N3O3+H: 422, observed: 422.

Aufarbeitung

  1. filtrationfiltered through an Extrelut column
  2. washThe Extrelut column was washed with CH2Cl2
  3. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-7fe19e508c9a44cc89f2b7f9100f8e99
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732618B2

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